BETA,BETA-DIMETHYL-1-PYRROLIDINEPROPANOL synthesis
- Product Name:BETA,BETA-DIMETHYL-1-PYRROLIDINEPROPANOL
- CAS Number:39067-46-4
- Molecular formula:C9H19NO
- Molecular Weight:157.25
Yield:39067-46-4 26%
Reaction Conditions:
with potassium carbonate at 90;
Steps:
23
Intermediate 23: 2,2-Dimethyl-3-pyrrolidin-1-yl-propan-1-ol; [] Pyrrolidine (1.82g, 25mmol), K2CO3 (3.0g, 1.04eq.), 3-bromo-2,2-dimethyl-propan-1-ol (8.45g, 50mmol, 2eq.) were heated together at 90°C overnight. The reaction was allowed to cool to room temperature and quenched with 2M HCl solution (50ml) and extracted with TBME (3 x 50ml). The aqueous phase was basified to pH 14 with 2M NaOH solution and extracted with DCM (3 x 50ml). The combined organic extracts were dried over MgSO4, filtered, washed with DCM and concentrated in vacuo to give the title compound (1.03g, 26%th) as a pale yellow oil.1H NMR (400MHz, CDCl3), δ3.51 (s, 2H), 2.65 (br s, 4H), 2.57 (s, 2H), 1.80 (m, 1 H), 1.76-1.71 (m, 4H), 0.94 (s, 6H).
References:
EP1593679,2005,A1 Location in patent:Page/Page column 43
296264-94-3
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